1,2-bis(benzo[b]thiophen-3-yl)-2-hydroxyethanone | 5381-26-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并噻吩类
• 英文名称: 1,2-bis(benzo[b]thiophen-3-yl)-2-hydroxyethanone
• 英文别名: 1,2-Bis(1-benzothiophen-3-yl)-2-hydroxyethanone
• CAS: 5381-26-0
• 化学式: C₁₈H₁₂O₂S₂
• 分子量: 324.424
• InChiKey: HBLDQMUDIRGCNA-UHFFFAOYSA-N

物化性质

• 沸点：
  549.2±40.0 °C(Predicted)
• 密度：
  1.428±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.7
• 重原子数：
  22
• 可旋转键数：
  3
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.06
• 拓扑面积：
  93.8
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  1,2-bis(benzo[b]thiophen-3-yl)-2-hydroxyethanone 在 四氯化碳 、 三苯基膦 作用下， 以 二氯甲烷 为溶剂， 反应 16.0h， 以67%的产率得到1,2-bis(benzo[b]thiophen-3-yl)-2-chloroethanone
  参考文献：
  名称：

  Synthesis and photoreactivity of aryl substituted 4,5-dithienyl[1,3]dithiol-2-ones

  摘要：

  UV irradiation of hitherto unknown 4,5-bis-benzol[b]thiophen-3-yl-[1,3]dithiol-2-one gave 3-(3-benzo[b]thienyl)-thieno[3,4-c]benzo[ e][1,2]dithine by loss of carbon monoxide and rearrangement, whereas 4,5-bis-(2-bromo-phenyl)-[1,3]dithiol-2-one gave a polymeric material containing S-S bridges. The Structures of both photoproducts were demonstrated on the basis of chemical behaviour and/or X-ray diffraction. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2009.03.015
• 作为产物：
  描述：

  3-甲醛苯并噻吩 在 3-苄基羟乙基甲基噻唑氯化锂 、 三乙胺 作用下， 以 乙醇 为溶剂， 反应 2.5h， 以3.66 g的产率得到1,2-bis(benzo[b]thiophen-3-yl)-2-hydroxyethanone
  参考文献：
  名称：

  Synthesis and photoreactivity of aryl substituted 4,5-dithienyl[1,3]dithiol-2-ones

  摘要：

  UV irradiation of hitherto unknown 4,5-bis-benzol[b]thiophen-3-yl-[1,3]dithiol-2-one gave 3-(3-benzo[b]thienyl)-thieno[3,4-c]benzo[ e][1,2]dithine by loss of carbon monoxide and rearrangement, whereas 4,5-bis-(2-bromo-phenyl)-[1,3]dithiol-2-one gave a polymeric material containing S-S bridges. The Structures of both photoproducts were demonstrated on the basis of chemical behaviour and/or X-ray diffraction. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2009.03.015

文献信息

• Synthesis and photoreactivity of aryl substituted 4,5-dithienyl[1,3]dithiol-2-ones
  作者：Anton Blencowe、Angela Maria Celli、Donato Donati、Wayne C. Hayes、Claire Martin、Patrick J. Murphy、Fabio Ponticelli、Jessica K. Melville-Richards

  DOI：10.1016/j.tet.2009.03.015

  日期：2009.5

  UV irradiation of hitherto unknown 4,5-bis-benzol[b]thiophen-3-yl-[1,3]dithiol-2-one gave 3-(3-benzo[b]thienyl)-thieno[3,4-c]benzo[ e][1,2]dithine by loss of carbon monoxide and rearrangement, whereas 4,5-bis-(2-bromo-phenyl)-[1,3]dithiol-2-one gave a polymeric material containing S-S bridges. The Structures of both photoproducts were demonstrated on the basis of chemical behaviour and/or X-ray diffraction. (C) 2009 Elsevier Ltd. All rights reserved.